Dimethylformamide → HCID 68950972, compound

HRID 1453878Notes

Reaction equation

[OH:1][C:2]1[C:3]([C:16]([O:18][CH3:19])=[O:17])=[N:4][N:5]2[C:14]3C(=[CH:10][CH:11]=[CH:12][CH:13]=3)NC(=O)[C:6]=12.IC.[C:22](=O)([O-])[O-].[Cs+].[Cs+].[CH3:28][N:29]([CH:31]=[O:32])[CH3:30]>>[CH3:22][O:1][C:2]1[C:3]([C:16]([O:18][CH3:19])=[O:17])=[N:4][N:5]2[C:14]3[C:28](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:29]([CH3:30])[C:31](=[O:32])[C:6]=12

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 6328Methyl iodide

HCID 10796Cesium carbonate

HCID 68953398HCID 68953398, compound

Product 1

HCID 68950972HCID 68950972, compound

Procedure

To a solution of methyl 3-hydroxy-4-oxo-4,5-dihydropyrazolo[1,5-a]quinoxaline-2-carboxylate (525 mg, 2.02 mmol) in DMF (5 mL) under inert atmosphere was added iodomethane (1.0 g, 7.0 mmol) and cesium carbonate (1.6 g, 5.0 mmol). The mixture was stirred at ambient temperature for 18 hours. The solvent was removed under reduced pressure and the residue was suspended in EtOAc. The solids were removed by filtration. The filtrate solvent was removed under reduced pressure to give the product as an oil. ES MS (M+1)=288.

Workup

customThe solvent was removed under reduced pressure
customThe solids were removed by filtration
customThe filtrate solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-906ad6000ab14a8fb8dda08820ea66f8
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07476666B2

Reaction notes

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